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Brookline MA Homes for Sale

Below, explore luxury homes for sale in Brookline, MA. Be sure to register an account so that you have the ability to save your favorite listings and get notifications when similar properties enter the market. You can also search all Boston area real estate using our advanced search tool.

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112 Woodland Road Brookline MA 02467

MLS Number 72545401

  • Single Family
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 12,112

This custom-built 5-bedroom family home by renowned architect Richard Landry, AIA, of Landry Design Group, built in 2015 in collaboration with interior designer Joan Behnke & Associates is a one of a kind masterpiece. Situated on 5+ acres adjacent to the 9th hole of The Country Club with expansive views of plush landscaping offers privacy and serenity. 3-car garage, a stoned carport and circular driveway holds up to 20 vehicles. Entry foyer leads to a stunning dining room, living room, home office, eat-in and chef's kitchen and a family room all with generous fenestration. Grand stairwell leads to 5 bedrooms on second floor. Lower level includes a recreation room, kids play room, full bath, wine room, gym, spa and outdoor organic herb/vegetable garden. 2400 sq. ft. detached Barn-inspired Guest House, with yoga studio, full bath, sleeping loft, and walls that open up for natural air circulation provide a Zen-like experience. Located 5 miles from Back Bay.

Listed by Beth Dickerson, Gibson Sotheby's International Realty

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Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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150 Woodland Road Brookline MA 02467

Price$38,000,000

Est. Mortgage: $/month

MLS Number 72071392

  • Single Family
  • Bedrooms 8
  • Bathroom 12
  • Square Feet 26,623

Unique opportunity to purchase the most outstanding residence in the Boston area, set on a 7.32-acre breathtaking tapestry of lawns, ponds, sculpted rock outcrops and a horticultural encyclopedia of plantings. Woodland Manor provides ultimate privacy and tranquility with city accessibility, 5 miles from the center of Boston. This emerald island rises between the Brookline Country Club and Putterham Meadows Golf Course. Turf walkways and pathways meander through this extraordinary landscape and the winding driveway provides a multi-step reveal of this striking estate. The fa├žade of Indiana limestone creates a home of singular distinction, with 26,000sf of living space constructed with the finest materials and most exacting construction standards. The estate can also be purchased with its entire 14± acres for $55,000,000. The additional acreage comprises five building lots that each represent the best Chestnut Hill location and environment for the construction of a signature property.

Listed by Woodland Manor Team, Deborah M. Gordon and Jonathan Radford, Coldwell Banker Residential Brokerage - Brookline

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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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21 Sears Road Brookline MA 02445

Price$10,700,000

Est. Mortgage: $/month

MLS Number 72541800

  • Single Family
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 8,498

Listed by Samantha Stumpo, New Brook Realty Group, LLC

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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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55 Leicester Street Brookline MA 02445

Price$9,995,000

Est. Mortgage: $/month

MLS Number 72102970

  • Single Family
  • Bedrooms 7
  • Bathroom 11
  • Square Feet 9,294

55 Leicester defines luxurious living in a premier, private Brookline location.The grand foyer with its high ceilings, sets the tone for this magnificent home & leads into a desirable open concept floor plan. The centerpiece of the home is the architecturally stunning, floating main staircase which is a piece of art itself. All the rooms in this exquisite estate are drenched in light, with views of the spectacular landscaped grounds thanks to the wall of windows that covers the rear of the home. The elegant dining room seats over 20 guests & there is a fabulous 3rd fl entertainment room. The sprawling master showcases 20ft windows, a balcony, vast en-suite bath/dressing room & its own loft w/ private office. 7-BRs in total, with features that incl personal staircases to private lofts, en-suite baths & direct-access balconies. Notable features include: elevator, 5 car garage w/ turntable, pool/pool house, roof deck, wine cellar, one-touch lighting system, heated driveway. A must see!

Listed by Julie Harrison, Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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11 Cramond Road Brookline MA 02467

Price$7,895,000

Est. Mortgage: $/month

MLS Number 72470404

  • Single Family
  • Bedrooms 4
  • Bathroom 7
  • Square Feet 6,580

Stately Brick Georgian located in the estate area of Chestnut Hill. This custom designed residence sets the standard for luxury living offering 6356 sf of timeless architectural details. Ideal for entertaining, the 1st floor features a beautiful entry foyer & large scale principal rooms with classic finishes and details while still retaining a sense of intimacy and elegance. The professionally equipped kitchen, two butler's pantries, a handsome fireplaced library with custom millwork and glass enclosed solarium finish this level. A magnificent staircase with coffered ceilings leads to the second floor which affords a spacious master suite replete w/2 beautifully outfitted, expansive closets & 2 separate bathrooms. Three additional en-suite bedrooms, laundry, & gym. Exceptional attention to detail throughout w/in-home elevator & oversized 3 car garage. Wonderfully sited surrounded by serpentine brick walls & European style terraces with pool, cabana and tennis court.

Listed by Jayne Friedberg, Coldwell Banker Residential Brokerage - Brookline

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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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286 Warren Street Brookline MA 02445

Price$7,750,000

Est. Mortgage: $/month

MLS Number 72507065

  • Single Family
  • Bedrooms 7
  • Bathroom 6
  • Square Feet 7,761

A private way winds to this striking Arts & Crafts-style residence with seven bedrooms, four and two-half bathrooms, and three elegant levels of living. The interior has undergone an extensive, high-end renovation. A grand front entry leads to spacious living and dining rooms, kitchen/family room/conservatory, and billiard room. The floor plan, with excellent light and large windows providing lovely views, presents a wonderful flow for entertaining and can seamlessly incorporate the multiple outdoor areas. The magnificent grounds include three patios overlooking 1.76 acres in the Estate area of Brookline. There are five fireplaces, a security system and generator, a full basement with finishing potential, and a heated three-car attached garage. A beautiful, private property convenient to the area's amenities as well as commuting routes to downtown Boston.

Listed by Vicky Whitney and Blake Whitney, Hammond Residential Real Estate

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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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204 Clyde Street Brookline MA 02467

Price$7,500,000

Est. Mortgage: $/month

MLS Number 72493540

  • Single Family
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 7,502

We are proud to announce this outstanding property currently under construction in the Country Club area of Brookline. This impeccable transitional home is designed by the award winning architect Marcus Gleysteen and slated to be completed fall/winter 2019. Located at the end of a long and impressive driveway this home sits on over 1 acre of level land and will feature all the bells & whistles that is expected in a luxury home!

Listed by Deborah M. Gordon and Kami Gray, Coldwell Banker Residential Brokerage - Brookline

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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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80 Seaver Street Brookline MA 02445

Price$6,750,000

Est. Mortgage: $/month

MLS Number 72479164

  • Single Family
  • Bedrooms 7
  • Bathroom 9
  • Square Feet 9,030

Built 1893 by Shepley, Rutan & Coolidge Architects, 80 Seaver St is one of the most stately homes on Fisher Hill. The Jacobethian style house sits on 1.5 acres of lovingly restored grounds with much thought given to merging the gardens and terrace with the home in a seamless way for the the lifestyle of today's family and entertainment. This home is a sophisticated blend of its rich history and tasteful modern updates. The main home consists of three levels of living with a formal receiving foyer, living room and dining room, eat-in kitchen, butler's pantry, wood paneled library, solarium and fireplaces throughout. The upper floors house five bedrooms, six and a half baths and three bonus rooms. Lower level is unfinished and ready for expansion or use as overflow. A fully refurbished two bed, two bath carriage house with renovated kitchen and extra basement storage sits astride the main home and connects to the 6+ car garage. The Porte Cochere was recently restored by Payne Bouchier.

Listed by Kyle Kaagan Team, Wendy Coke, Jennifer Fantasia and Kyle Kaagan, Gibson Sotheby's International Realty

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$
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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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80 Seaver Street Brookline MA 02445

Price$6,750,000

Est. Mortgage: $/month

MLS Number 72479193

  • Multi-Family 2 Family - 2 Units Side by Side
  • Bedrooms 7

Built 1893 by Shepley, Rutan & Coolidge Architects, 80 Seaver St is one of the most stately homes on Fisher Hill. The Jacobethian style house sits on 1.5 acres of lovingly restored grounds with much thought given to merging the gardens and terrace with the home in a seamless way for the the lifestyle of today's family and entertainment. This home is a sophisticated blend of its rich history and tasteful modern updates. The main home consists of three levels of living with a formal receiving foyer, living room and dining room, eat-in kitchen, butler's pantry, wood paneled library, solarium and fireplaces throughout. The upper floors house five bedrooms, six and a half baths and three bonus rooms. Lower level is unfinished and ready for expansion or use as overflow. A fully refurbished two bed, two bath carriage house with renovated kitchen and extra basement storage sits astride the main home and connects to the 6+ car garage. The Porte Cochere was recently restored by Payne Bouchier.

Listed by Kyle Kaagan Team, Wendy Coke, Jennifer Fantasia and Kyle Kaagan, Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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63 Cramond Road Brookline MA 02467

MLS Number 72537977

  • Land Residential
  • Acreage 1.67

Rarely available! 63 Cramond Road, also known as 214 Heath Street, is vacant land on a nearly double-sized lot in the highly sought-after estate section of Chestnut Hill - a peaceful oasis only minutes from Boston. The level lot has extra wide frontage on Cramond Road (nearly 200 feet) and Lapland Road. The land is beautifully landscaped with mature trees, and there is brilliant sun exposure from the South and West. The house and the foundation have been completely removed, and the land is shovel-ready for you to start building your dream estate right away. The legal address is 214 Heath Street, but can be changed to 63 Cramond Road when the home is built and the front door is on Cramond Road. Please refer to the plot plan for an accurate description of the lot. The land runs the entire length of Lapland Road from Cramond Road to Heath Street. The property is zoned S-40 and the nearly double size lot gives you the FAR needed to create a stately home. Lot can not be subdivided.

Listed by Jean Wong, Hammond Residential Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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31 Catlin Road Brookline MA 02445

Price$6,500,000

Est. Mortgage: $/month

MLS Number 72452997

  • Single Family
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 6,361

A unique opportunity to own this new ultra contemporary home in prestigious Fisher Hill, Brookline. Offering the best of urban/suburban living, this architecturally distinctive property incorporates the finest materials & finishes both inside & out. A sun-filled open floor plan seamlessly blends interior living spaces w/ the surrounding outdoors, perfect for relaxation & entertaining. Walls of glass lead out to covered bluestone patios & expansive yard. Stunning open stairwell & wood paneled elevator access all 4 levels of living. Italian designed kitchen w/ stainless steel counter tops, teak wood cabinets, top of the line appliances. 6" white oak hardwood floors. 5 ensuite bedrooms, including incredible luxurious master suite w/ radiant heated floors, steam shower, soaking tub & private roof deck. Spectacular rooftop deck w/ views of Boston & Brookline Reservoir. 3 car heated garage. Short commute to Longwood Medical area, Boston, & Cambridge.

Listed by Robin Allen, William Raveis R. E. & Home Services

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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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78 Upland Road Brookline MA 02445

Price$4,950,000

Est. Mortgage: $/month

MLS Number 72467148

  • Single Family
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 6,767

Presiding over Pill Hill's Philbrick Green, this magnificent Queen Anne Revival house is listed on both the National and Local Historic Registers. While maintaining its beautiful period detail, the property was extensively renovated (2010-2014). The front entry leads to a parlor and living room with fireplace, a dining room with fireplace, and butler's pantry and kitchen with a 10-ft ceiling and top-of-the-line appliances. Features include a dramatic solarium addition and music hall (40'x28' with 18'5" ceiling) and a grand fireplace. The 2nd floor includes a 3-room master bedroom suite with fireplaces. Front and back stairs lead to the 3rd floor with 2 en suite bedrooms. There are Runtal, SuperStor Ultra, Viessmann, and SpacePak systems serving the house. The grounds, an acre of level and thoughtfully planned gardens, create one of the largest lots in the neighborhood and offer an idyllic, private setting. The property also includes a detached three-car garage and a carriage house.

Listed by Vicky Whitney and Blake Whitney, Hammond Residential Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Aug 22, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details